Sodium Hydroxide → 3-{4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionic acid

HRID 984940ノート

反応式

HRID 984940 の反応式
C([O:3][C:4](=[O:31])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH:15]=[C:16]([C:24]2[CH:29]=[CH:28][C:27]([Br:30])=[CH:26][CH:25]=2)[C:17]2[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=2)=[CH:9][CH:8]=1)C.[OH-].[Na+]>C1(C)C=CC=CC=1.C(O)C>[Br:23][C:20]1[CH:19]=[CH:18][C:17]([C:16]([C:24]2[CH:25]=[CH:26][C:27]([Br:30])=[CH:28][CH:29]=2)=[CH:15][CH2:14][O:13][C:10]2[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][C:4]([OH:31])=[O:3])=[CH:8][CH:9]=2)=[CH:22][CH:21]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 102092253-{4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionic Acid Ethyl Ester

生成物 1

HCID 101861233-{4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionic acid収率 58.1%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 1140Toluene溶媒

実験手順

To a solution of 3-{4-[3,3-bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionic acid ethyl ester (example 5) (1.0 g, 2.0 mmol) in toluene (20 mL) and ethanol (50 mL) was added 1N NaOH (10.0 mL) and the reaction mixture was stirred for 16 h at room temperature. The reaction mixture was concentrated in vacuo and 1N HCl added. The product was extracted with ethyl acetate (x 3). The organic layers were combined, washed with water, dried (MgSO4), filtered and concentrated in vacuo. The residue was recrystalised from warm ethanol (100 mL), witch was concentrated to 60 mL, and cooled, to give 600 mg (56%) of the title compound.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo and 1N HCl
  2. additionadded
  3. extractionThe product was extracted with ethyl acetate (x 3)
  4. washwashed with water
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was recrystalised
  9. temperaturefrom warm ethanol (100 mL), witch
  10. concentrationwas concentrated to 60 mL
  11. temperaturecooled

出典と根拠

ORDレコード
ord-2bdc8716f9da47f1b501f095c86362b3
出典データセット
uspto-grants-2005_03
特許番号
US06869967B2

反応ノート

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